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Simonton Court Historic Inn & Cottages Key West Swimming Pool photoSimonton Court Historic Inn & Cottages Key West Amenities photoSimonton Court Historic Inn & Cottages Key West Exterior photo

SIMONTON COURT HISTORIC INN & COTTAGES, Key West

•
9.1|Perfect
Check rooms and rates
From$175 /nightOnly on Our Website-10%
Check-in
28Oct
Check-out
29Oct
Guests
2 Guests
Key details

Hotel Details

523 Eaton Street, Key West, 33040
-
Steps from Mallory Square
Perfect
9.1
/10
4.7
4.8
/5

Simonton Court Historic Inn & Cottages - An adults-only oasis with four pools, historic cottages, and tropical gardens in Old Town

Set on two meticulously landscaped acres in Old Town, this Key West hotel features four shimmering pools surrounded by flowering vines and palm fronds. The property encompasses restored Victorian and Conch architecture, including 1880s cigar workers' cottages and a historic mansion. Simonton Court Historic Inn & Cottages offers 30 unique rooms across five buildings, with accommodations ranging from petite queens to two-story cottages with lofts. The cottages showcase exposed Dade County pine, wood floors, and private porches with swings and rocking chairs. Guest rooms include air conditioning, minibars, and tea/coffee facilities, while some units feature pool views or direct pool access. A complimentary continental breakfast is served daily, and the property maintains an honor bar. Located just off Duval Street, Simonton Court places guests within 0.5 miles of Mallory Square, Key West Aquarium, and the Truman Little White House.

Pros

Four 24-hour swimming pools accessible to all guests

Private porches with swings and rocking chairs in cottage accommodations

Complimentary welcome drinks and daily continental breakfast

Secluded tropical gardens with brick pathways

Cons

Adults-only policy excludes families with children under 18

Limited on-site dining options beyond breakfast service

“This adults-only inn, discreetly nestled just off Duval Street, feels like a secret garden blooming in the heart of Old Town. I appreciate the blend of Victorian architecture and lush tropical landscaping, along with the four pools that invite relaxation at any hour. It's a distinct, tranquil home base for exploring Key West's historic sites.”
Hotel logo
Charlotte EvansHead of Editorial at Hotelsdowntown

Select room type

Choose from double rooms, family suites, and premium stays. Enjoy breakfast, flexible cancellations, and exclusive deals.
  • Cottage
    2 persons
    1 King-size bed
    Air conditioning
  • Queen Room
    2 persons
    1 King-size bed
    Air conditioning
  • Deluxe Queen Room
    2 persons
    1 King-size bed
    Air conditioning
Show all rooms

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Facilities

Hotel has comfortable rooms, premium services, and a prime downtown location
Facilities: Perfect
9.1/10Review score

General

  • Non-smoking rooms
  • Free Wi-Fi in public areas
  • Parking
  • Safe deposit box
  • 24-hour reception
  • No pets allowed
  • Security
  • Adults only
  • Luggage storage
  • Vending machines
  • Smoke detectors
  • Fire extinguishers

Sports & Fitness

  • Diving
  • Snorkelling
  • Canoeing
  • Cycling
  • Golf course
  • Fishing

Guest Parking

  • Private parking is possible on site (reservation might be needed) at USD 30 per day.

Services

  • Housekeeping
  • Laundry
  • Dry cleaning
  • Tours/Ticket assistance
  • Grocery shopping service

Business

  • Fax/Photocopying

Spa & Leisure

  • Outdoor swimming pool
  • Sun loungers
  • Garden area

Room features

  • Air conditioning
  • Mini-bar
  • Terrace
  • Garden furniture
  • Tea and coffee facilities
  • Ironing facilities
Show more

Location

523 Eaton Street, Key West, 33040
Map view
Nearby
Duval Street
Duval Street
1700 ft
511 Caroline St
Curry Mansion
700 ft
Event hall
San Carlos Institute Casa Cuba
1700 ft
Garden
Nancy Forrester's Secret Garden
1400 ft
Museum
Ripley's Believe It or Not
1700 ft
Gallery
The Studios of Key West
200 ft
Museum
Mel Fisher Maritime Heritage Museum
1800 ft
Garden
Audubon House and Tropical Gardens
1700 ft
Church
Saint Paul's Episcopal Church of Key West
300 ft
322 Duval St
The Oldest House
400 ft
Mallory Square between Whitehead and Wall sts.
Memorial Sculpture Garden
2100 ft
Square
Key West-Florida Keys Historical Military Memorial
1700 ft
534 Fleming St
KEPart Studio-Gallery
600 ft
490 Whitehead St
US 1 Mile Marker 0
1600 ft
Gallery
7 Artists & Friends Gallery
800 ft
410 Caroline St Between Duval and Whitehead Streets
Key West Pirates Well
700 ft
519 Duval St
Peter Lik Gallery Key West
800 ft
527 Duval St
Strand Building
900 ft
Restaurants
Hard Rock Cafe
800 ft
313 Duval St
Grand cafe
1900 ft
314 Duval St
The Flaming Buoy Filet Co
1300 ft
424 Eaton St
Fogarty's
1000 ft
227 Duval St
Wine-O
1100 ft
430 Duval St La Concha Resort & Spa
Explore Key West
Explore Key West
  • Top Attractions
  • Activities
  • Dining
  • Entertainment
Mallory Square
Mallory Square
9 minutes' walk
A vibrant waterfront plaza known for sunset celebrations, featuring local artists and live performers, perfect for family fun.
The Ernest Hemingway Home and Museum
The Ernest Hemingway Home and Museum
13 minutes' walk
The former residence of author Ernest Hemingway, offering guided tours and iconic six-toed cats in a lush garden setting.
Truman Little White House
Truman Little White House
8 minutes' walk
The historic retreat of President Harry S. Truman, showcasing preserved artifacts and offers insightful guided tours.
Key West Butterfly and Nature Conservatory
Key West Butterfly and Nature Conservatory
18 minutes' walk
A tropical haven teeming with free-flying butterflies and exotic birds, featuring unique garden trails and educational presentations.
Snorkeling Adventures
0 minutes' drive
Guided snorkeling trips available nearby, showcasing colorful reefs and marine life, suitable for all skill levels.
Yoga on the Beach
5 minutes driving
Relaxing beach yoga sessions suitable for all abilities, available mornings at nearby beaches, often requiring prior booking.
Bike Rentals
3 minutes' walk
Easily accessible bike rentals to explore Key West's scenic routes and hidden gems at your own pace.
Hard Rock Cafe
Hard Rock Cafe
3 minutes' walk
Familiar American chain offering burgers and memorabilia in a vibrant setting, known for its friendly atmosphere.
Fogarty's
Fogarty's
4 minutes' walk
Relaxed eatery serving fresh seafood and steak with a lively bar atmosphere, perfect for families and couples alike.
Fat Tuesday
3 minutes' walk
Casual spot specializing in frozen cocktails and New Orleans-inspired fare, great for a fun, laid-back dining experience.
Sloppy Joe's Bar
5 minutes' walk
Iconic bar featuring live music and a lively atmosphere each night, a must-visit for those seeking local nightlife.
Key West Theater
3 minutes' drive
Local theater showcasing a variety of performances, including music and comedy, promoting a vibrant arts scene.
Key West's Sunset Celebration
9 minutes' walk
Nightly gathering at Mallory Square featuring street performers and artisan vendors, an unforgettable family-friendly experience.
Getting around
  • City Centre
    Key West 26 min  ·  1.3 mi
  • Airports
    Key West International (EYW) 8 min  ·  3.3 mi
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Property information and rules
Check-in
from 15:00-23:59
Check-out
until 11 am
Guest Parking
Private parking is possible on site (reservation might be needed) at USD 30 per day.
Internet
Wireless internet is available in public areas for free.
Children & extra beds
There are no cots provided in a room. 
Pets
Pets are not allowed.
Number of rooms:
22
Former name
simonton court historic inn & guesthouse

Reviews and Ratings

Feedback about Simonton Court Historic Inn & Cottages from previous guests about their experience.
Cleanliness
9.2/10
Comfort
9.2/10
Facilities
9.1/10
Free Wi-Fi
8.1/10
Location
9.7/10
Staff
9.4/10
Value for money
8.7/10
Pros
Fantastic location
Friendly staff
Heated pools
Clean rooms
Tasty breakfast
Cons
Worn furnishings
Low water pressure
Limited parking
Guest reviews
based on 950 reviews
9.1/10
No reviews yet on our siteUnfortunately, our guests have not yet left any reviews for this hotel, but you can read reviews from Booking.com.
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FAQs
About Simonton Court Historic Inn & Cottages
What is the check-in and check-out time at Simonton Court Historic Inn & Cottages?
Check-in is at 15:00 and check-out is at 11:00.
What is the distance from Simonton Court Historic Inn & Cottages to the Southernmost Point?
The Southernmost Point of the continental United States is a 5-minute drive from the inn.
Is there parking available at Simonton Court Historic Inn & Cottages?
Private parking is available on-site for 30 USD per day, and a reservation is needed.
What amenities are available in the rooms at Simonton Court Historic Inn & Cottages?
Rooms include Wi-Fi, air conditioning, a multi-channel TV, a refrigerator, and a balcony or patio.
What dining options does Simonton Court Historic Inn & Cottages provide?
A complimentary light continental breakfast is included for all guests.
What amenities are provided for recreation at Simonton Court Historic Inn & Cottages?
Guests can enjoy four outdoor pools, bicycle rentals, and beautiful gardens.
What is the nearest airport to Simonton Court Historic Inn & Cottages?
The hotel is approximately 4 km from Key West International Airport.
What attractions are nearby Simonton Court Historic Inn & Cottages?
Nearby attractions include the Ernest Hemingway Home and Museum (3 minutes by car) and Mallory Square (2 minutes by car).
What languages do the staff at Simonton Court Historic Inn & Cottages speak?
The staff are fluent in English.
Does Simonton Court Historic Inn & Cottages provide services for guests' convenience?
The hotel offers a daily housekeeping service and a concierge service.

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